Concerted and stepwise solvolytic elimination and substitution reactions: Stereochemistry and substituent effects

• Solvolysis of the R,R and R,S isomers 2a-X and 2b-X, respectively, (X = I, Br, OBs) in 25 vol % acetonitrile in water gives the elimination products 4, 5a, and 5b along with the substitution products 2a-OH, 2b-OH, 2a-NHCOMe, and 2b-NHCOMe. The rates of e

Subject headings

NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)

NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)

Keyword

PROMOTED E2 REACTION; AQUEOUS SOLVENT; BASE CATALYSIS; ION-PAIRS; MECHANISMS; DEPROTONATION; SPECTROSCOPY; DERIVATIVES; BORDERLINE; E1CB

Kemi

Chemistry

Publication and Content Type

ref (subject category)

art (subject category)